AA 6263 then UA 5194 at O'Hare
Flint → Chicago → Sioux City
Timetable, Chicago time
06:30AA 6263 from Flint at the gate
00:00UA 5194 to Sioux City leaves the gate
17 h 30 apart on the timetable, overnight
UA 5194 leaves 17 h 30 after AA 6263 arrives on the timetable: more than half a day, so not a connection we count.